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72335

Sigma-Aldrich

9-(2,2-Dicyanovinyl)julolidine

BioReagent, suitable for fluorescence, ≥97.0% (HPLC)

Sinónimos:

9-Julolidinylmethylenemalononitrile, DCVJ

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About This Item

Fórmula empírica (notación de Hill):
C16H15N3
Número de CAS:
58293-56-4
Peso molecular:
249.31
Beilstein/REAXYS Number:
413882
MDL number:
MFCD01747392
UNSPSC Code:
12352108
PubChem Substance ID:
57652412
NACRES:
NA.32

product line

BioReagent

assay

≥97.0% (HPLC)

form

crystals

solubility

DMSO: soluble
chloroform: soluble

fluorescence

λex 433 nm; λem 500 nm in 50 mM Tris pH 8.0; 40% glycerol

suitability

suitable for fluorescence

SMILES string

N#C\C(=C/c1cc2CCCN3CCCc(c1)c23)C#N

InChI

1S/C16H15N3/c17-10-13(11-18)7-12-8-14-3-1-5-19-6-2-4-15(9-12)16(14)19/h7-9H,1-6H2

InChI key

LROAUBRDKLVBCP-UHFFFAOYSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Fluorescent probe for binding to proteins etc., quantum yield increases by decreasing free rotation; abs at ~450 nm, em at 480-505 nm (solvent dep.)

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Andrea Hawe et al.
Pharmaceutical research, 27(2), 314-326 (2009-12-31)
The aim was to evaluate fluorescent molecular rotors (DCVJ and CCVJ), which are mainly sensitive to viscosity, for the characterization of polysorbate-containing IgG formulations and compare them to the polarity-sensitive dyes ANS, Bis-ANS and Nile Red. IgG formulations with polysorbate
A Bhattacharyya et al.
Indian journal of biochemistry & biophysics, 32(6), 442-446 (1995-12-01)
Di(cyano vinyl)julolidine (DCVJ) is a fluorescent probe which has been used to monitor the local mobility of its binding sites on proteins. It shows a concentration dependence of its emission spectrum in water. At higher DCVJ concentrations, a longer wavelength
M A Haidekker et al.
American journal of physiology. Heart and circulatory physiology, 278(4), H1401-H1406 (2000-04-06)
Fluid shear stress (FSS) has been shown to be an ubiquitous stimulator of mammalian cell metabolism. Although many of the intracellular signal transduction pathways have been characterized, the primary mechanoreceptor for FSS remains unknown. One hypothesis is that the cytoplasmic
A Bhattacharya et al.
Protein science : a publication of the Protein Society, 5(10), 2029-2036 (1996-10-01)
9-(Dicyanovinyl) julolidine (DCVJ) is a fluorescent probe, which binds to a unique site on the tubulin dimer and exhibits different properties that are dependent upon its oligomeric state (Kung & Reed, 1989). DCVJ binds to tubulin, the tubulin-colchicine complex, and
Markus J Schmidt et al.
Journal of biological engineering, 11, 24-24 (2017-08-09)
The molecular rotor 9-(2-Carboxy-2-cyanovinyl)julolidine (CCVJ) is presumed to have a sensitivity towards velocity or shear which is supposed to result in a change in fluorescence quantum yield. Furthermore, a previously reported photoisomeric behavior may contribute to the measured fluorescence intensity
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